• Apartments: 15
• Sleeps: 45
• Location: Barberino Val d'Elsa (Countryside)
• Daily price: From € 123 to € 330

Set in a former hermitage dating back to the Middle Ages, these suggestive holiday accommodations offer comfortable apartments completely restored preserving their original rustic look. Located on top of a hill offers beautiful views over Chianti.

• Apartments: 8
• Sleeps: 40
• Location: Greve in Chianti (Countryside)
• Weekly price: From € 850 to € 1290

The Viticcio holiday rental apartments are immersed in 30 hectares of award winning vineyards within walking distance of Greve in Chianti. Featuring cozy apartments, WiFI, AC & a saltwater pool.

• Apartments: 5
• Sleeps: 12
• Location: Greve in Chianti (Countryside)
• Weekly price: From € 750 to € 800

Less than 25 km from the heart of Florence, this farmhouse offers guests the perfect opportunity to delve into the stunning views of Chianti. Silence & tranquility, the five vacation rentals are suited for couples or small families.

• Apartments: 10
• Rooms: 18
• Sleeps: 36
• Location: Montespertoli (Countryside)
• Daily price: From € 89 to € 177
• Weekly price: From € 620 to € 1240

Located in the beautiful countryside of Chianti between Florence and San Gimignano, the farmhouse apartments are surrounded by olive groves, vineyards and meadows in bloom with an outdoor pool & childrens play area.

• Apartments: 3
• Sleeps: 22
• Location: Pontassieve (Countryside)
• Daily price: From € 100 to € 300
• Weekly price: From € 700 to € 1800

Ideally positioned between Florence & the classical Florentine hills, this Villa features 3 self catering vacation apartments on a family run estate with fabulous views & olive groves. Relax, comfort, air conditioning & a spectacular private pool.

• Apartments: 9
• Sleeps: 45
• Location: Castelfiorentino (Countryside)
• Daily price: From € 110 to € 130
• Weekly price: From € 490 to € 1050

Set in a beautiful castle in Castelfiorentino, in the heart of Chianti, this charming farmhouse offers large apartments that can accommodate up to 6 people, and an independent villa with its own private swimming pool.

• Apartments: 5
• Sleeps: 19
• Location: Montespertoli (Countryside)

The family-friendly wine producing Podere Casanova in Chianti offers fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the swimming pool and gardens, book cooking classes and other activities at the estate.

• Apartments: 6
• Rooms: 5
• Sleeps: 25
• Location: San Giovanni Valdarno (Countryside)
• Daily price: From € 40 to € 70

• Apartments: 8
• Sleeps: 40
• Location: Certaldo (Countryside)
• Daily price: From € 106 to € 533
• Weekly price: From € 650 to € 3200

Combine the beauty of this Wine Resort with the Tuscan landscape near Certaldo, delicious wine, modern luxuries, and 100% eco-sustainable, for wonderful & comfortable holiday apartments & a vacation villa rental.

• Apartments: 12
• Sleeps: 64
• Location: Lastra a Signa (Countryside)
• Daily price: From € 105 to € 450

Among the family’s olive trees, the 12 luxury apartments at this Agriturismo promise convenience for traveling Tuscany and a tranquil setting with lovely Tuscany views from the apartments & poolside.

• Apartments: 12
• Sleeps: 60
• Location: Montaione (Countryside)
• Daily price: From € 70 to € 160

Borgo La Casaccia is centrally located outside Montaione, with shops & restaurants, and main sights such as Chianti and San Gimignano a short drive away. The self-catering apartments in the hamlet enjoy comfort, privacy and 2 pools

• Apartments: 2
• Sleeps: 10
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 220 to € 570

Comprised of two enchanting self catering apartments, this farmhouse is everyone’s dream vacation rental. Charming decor, full accessories and a dream panoramic vista from the pool overlooking the beauty of Tuscany.

• Rooms: 7
• Sleeps: 14
• Location: Gambassi Terme (Countryside)
• Weekly price: From € 5300 to € 8100

Located in the Florence countryside, Villa La Fonte, is perfectly placed to reach all of Tuscany. The 7 bedroom accommodation is ideal for groups of 10 to 14 persons with a spectacular pool & outdoor dining area with pizza oven

• Apartments: 15
• Rooms: 8
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 110 to € 307

• Apartments: 2
• Sleeps: 5
• Location: Greve in Chianti ()
• Daily price: From € 60 to € 120
• Weekly price: From € 400 to € 800

A cosy Tuscan farmhouse with self catering apartments and a B&B room just outside of Greve in Chianti offering spectacular views, tranquility and a genuine taste of Tuscany.

• Rooms: 13
• Location: Greve in Chianti (Countryside)
• Daily price: From € 125 to € 150

Located outside Greve in Chianti, the relais has a panoramic pool and a Tuscan restaurant. It has comfortable rooms with private bathroom. It offers wine tastings and cooking courses.

• Apartments: 6
• Rooms: 6
• Location: Tavarnelle Val di Pesa (Countryside)
• Daily price: From € 150 to € 166

Located just half an hour driving from Florence, the farmhouse has large holiday apartments, an outdoor pool,tennis court and bowling lane. Free wifi connection and parking.

• Rooms: 15
• Location: Impruneta (Countryside)
• Daily price: From € 99 to € 180

Nice farmhouse few miles from Florence center, located on the hills of Impruneta. Surrounded by olive trees and vineyards it offers fully equipped apartments.

• Rooms: 12
• Location: Barberino Val d'Elsa (Countryside)
• Daily price: From € 80 to € 139

Set in Chianti countryside, this farmhouse offers clean and comfortable apartments. It has a Tuscan food and offers cooking lessons.

• Rooms: 19
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 87 to € 129

• Rooms: 60
• Location: Radda in Chianti (Countryside)
• Daily price: From € 85 to € 350

• Rooms: 9
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 145 to € 190
• Weekly price: From € 483 to € 1540

Located amidst the green hills of Chianti, the farmhouse has six elegant rooms equipped with all modern amenities for an enjoyable and relaxing holiday under the Tuscan sun with a beautiful background scenery.

• Rooms: 13
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 95 to € 140

• Rooms: 10
• Location: Impruneta (Countryside)
• Daily price: From € 65 to € 130

Located within few miles from Florence, this traditional farmhouse offers clean and comfortable apartments, Wi-Fi Internet connection and a nice swimming pool.

• Apartments: 7
• Sleeps: 25
• Location: Castellina in Chianti (Countryside)
• Weekly price: From € 400 to € 2100

• Rooms: 7
• Location: Impruneta (Countryside)
• Daily price: From € 85 to € 300

Situated at a stone's throw from Florence and the Chianti area, this vacation home offers rustic, independent apartments and villas, the perfect holiday accommodation for exploring the renowned wine area and tasting the typical local products.